(8S,9R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-11-one

Details

• Internal ID: f7696a2e-4f6d-41ae-ba5c-e45538eb7013
• Taxonomy: Lipids and lipid-like molecules > Steroids and steroid derivatives > Steroidal glycosides
• IUPAC Name: (8S,9R,13R,14S,16R,17R)-17-[(2R)-2,6-dihydroxy-6-methyl-3-oxoheptan-2-yl]-3,16-dihydroxy-4,9,13,14-tetramethyl-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7,8,12,15,16,17-hexahydro-6H-cyclopenta[a]phenanthren-11-one
• SMILES (Canonical): CC1=C2CCC3C4(CC(C(C4(CC(=O)C3(C2=CC(=C1O)OC5C(C(C(C(O5)CO)O)O)O)C)C)C(C)(C(=O)CCC(C)(C)O)O)O)C
• SMILES (Isomeric): CC1=C2CC[C@H]3[C@@]4(C[C@H]([C@@H]([C@]4(CC(=O)[C@]3(C2=CC(=C1O)O[C@H]5[C@@H]([C@H]([C@@H]([C@H](O5)CO)O)O)O)C)C)[C@](C)(C(=O)CCC(C)(C)O)O)O)C
• InChI: InChI=1S/C35H52O12/c1-16-17-8-9-22-32(4)13-19(37)29(35(7,45)23(38)10-11-31(2,3)44)33(32,5)14-24(39)34(22,6)18(17)12-20(25(16)40)46-30-28(43)27(42)26(41)21(15-36)47-30/h12,19,21-22,26-30,36-37,40-45H,8-11,13-15H2,1-7H3/t19-,21-,22+,26-,27+,28-,29+,30-,32+,33-,34+,35+/m1/s1
• InChI Key: AVEPNSKXSPQHQF-UKVRMYMWSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₃₅H₅₂O₁₂
• Molecular Weight: 664.80 g/mol
• Exact Mass: 664.34587709 g/mol
• Topological Polar Surface Area (TPSA): 214.00 Ų
• XlogP: 1.60
• Atomic LogP (AlogP): 0.94
• H-Bond Acceptor: 12
• H-Bond Donor: 8
• Rotatable Bonds: 8

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	0.8454	84.54%
Caco-2	-	0.8458	84.58%
Blood Brain Barrier	-	0.5750	57.50%
Human oral bioavailability	-	0.7714	77.14%
Subcellular localzation	Mitochondria	0.7887	78.87%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.8287	82.87%
OATP1B3 inhibitior	+	0.8606	86.06%
MATE1 inhibitior	-	1.0000	100.00%
OCT2 inhibitior	-	0.7292	72.92%
BSEP inhibitior	+	0.6316	63.16%
P-glycoprotein inhibitior	+	0.7044	70.44%
P-glycoprotein substrate	+	0.5000	50.00%
CYP3A4 substrate	+	0.7164	71.64%
CYP2C9 substrate	-	0.8035	80.35%
CYP2D6 substrate	-	0.8429	84.29%
CYP3A4 inhibition	-	0.7174	71.74%
CYP2C9 inhibition	-	0.8160	81.60%
CYP2C19 inhibition	-	0.8611	86.11%
CYP2D6 inhibition	-	0.9490	94.90%
CYP1A2 inhibition	-	0.5556	55.56%
CYP2C8 inhibition	+	0.7272	72.72%
CYP inhibitory promiscuity	-	0.9432	94.32%
UGT catelyzed	-	0.5000	50.00%
Carcinogenicity (binary)	-	0.9300	93.00%
Carcinogenicity (trinary)	Non-required	0.7319	73.19%
Eye corrosion	-	0.9928	99.28%
Eye irritation	-	0.9130	91.30%
Skin irritation	-	0.7128	71.28%
Skin corrosion	-	0.9488	94.88%
Ames mutagenesis	-	0.7300	73.00%
Human Ether-a-go-go-Related Gene inhibition	+	0.6540	65.40%
Micronuclear	-	0.8300	83.00%
Hepatotoxicity	-	0.6569	65.69%
skin sensitisation	-	0.9331	93.31%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.8667	86.67%
Mitochondrial toxicity	+	0.7000	70.00%
Nephrotoxicity	-	0.7447	74.47%
Acute Oral Toxicity (c)	III	0.4146	41.46%
Estrogen receptor binding	+	0.7325	73.25%
Androgen receptor binding	+	0.7386	73.86%
Thyroid receptor binding	-	0.5338	53.38%
Glucocorticoid receptor binding	+	0.7365	73.65%
Aromatase binding	+	0.7229	72.29%
PPAR gamma	+	0.6332	63.32%
Honey bee toxicity	-	0.7264	72.64%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.5200	52.00%
Fish aquatic toxicity	+	0.9816	98.16%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	99.65%	91.11%
CHEMBL220	P22303	Acetylcholinesterase	98.89%	94.45%
CHEMBL241	Q14432	Phosphodiesterase 3A	96.09%	92.94%
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.13%	97.25%
CHEMBL3137262	O60341	LSD1/CoREST complex	94.90%	97.09%
CHEMBL3880	P07900	Heat shock protein HSP 90-alpha	92.77%	96.21%
CHEMBL1293249	Q13887	Kruppel-like factor 5	92.10%	86.33%
CHEMBL2581	P07339	Cathepsin D	91.87%	98.95%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.84%	96.09%
CHEMBL1806	P11388	DNA topoisomerase II alpha	91.56%	89.00%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	91.04%	95.56%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	89.31%	94.45%
CHEMBL2635	P51452	Dual specificity protein phosphatase 3	89.30%	94.00%
CHEMBL1994	P08235	Mineralocorticoid receptor	89.28%	100.00%
CHEMBL5255	O00206	Toll-like receptor 4	89.23%	92.50%
CHEMBL2069156	Q14145	Kelch-like ECH-associated protein 1	87.16%	82.38%
CHEMBL3060	Q9Y345	Glycine transporter 2	87.05%	99.17%
CHEMBL4581	P52732	Kinesin-like protein 1	86.83%	93.18%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	86.66%	85.14%
CHEMBL5608	Q16288	NT-3 growth factor receptor	86.24%	95.89%
CHEMBL5852	Q96P65	Pyroglutamylated RFamide peptide receptor	85.66%	85.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.62%	91.07%
CHEMBL4208	P20618	Proteasome component C5	84.34%	90.00%
CHEMBL2996	Q05655	Protein kinase C delta	83.83%	97.79%
CHEMBL1907603	Q05586	Glutamate NMDA receptor; GRIN1/GRIN2B	82.06%	95.89%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	81.89%	99.23%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	81.04%	90.71%

Plants that contains it

• Cayaponia tayuya
• Fevillea cordifolia
• Phaleria macrocarpa

Cross-Links

• PubChem: 101641876
• LOTUS: LTS0134867
• wikiData: Q104402513